4-Chloroperfluoro-2,2-dimethyloxetane

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环丁烷
• 英文名称: 4-Chloroperfluoro-2,2-dimethyloxetane
• 英文别名: 2-Chloro-2,3,3-trifluoro-4,4-bis(trifluoromethyl)oxetane
• 化学式: C₅ClF₉O
• 分子量: 282.493
• InChiKey: BGALLUJTRPQNPC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  三氟氯乙烯 、 六氟丙酮 在 aluminum chlorofluoride 作用下， 反应 18.0h， 以10%的产率得到1,2-二氯六氟环己烷
  参考文献：
  名称：

  A New Synthesis of Fluorinated Oxetanes

  摘要：

  Polyfluorinated oxetanes are prepared in high yields by an electrophilic [2 + 2] cycloaddition reaction between hexafluoroacetone and fluorinated ethylenes that is catalyzed by an anhydrous aluminum chlorofluoride Lewis acid. The reaction is regiospecific with hydrofluoroethylenes CHX=CF2(X=H, F, Cl, Br), whereas halotrifluoroethylenes CFX=CF2 (X=Cl, Br) give nearly equal amounts of the isomeric oxetanes. Hexafluoropropylene oxide, which rapidly rearranges under the reaction conditions, can be substituted for hexafluoroacetone in this new oxetane synthesis.

  DOI：

  10.1021/jo00116a030

文献信息

• A New Synthesis of Fluorinated Oxetanes
  作者：Viacheslav A. Petrov、Fred Davidson、Bruce E. Smart

  DOI：10.1021/jo00116a030

  日期：1995.6

  Polyfluorinated oxetanes are prepared in high yields by an electrophilic [2 + 2] cycloaddition reaction between hexafluoroacetone and fluorinated ethylenes that is catalyzed by an anhydrous aluminum chlorofluoride Lewis acid. The reaction is regiospecific with hydrofluoroethylenes CHX=CF2(X=H, F, Cl, Br), whereas halotrifluoroethylenes CFX=CF2 (X=Cl, Br) give nearly equal amounts of the isomeric oxetanes. Hexafluoropropylene oxide, which rapidly rearranges under the reaction conditions, can be substituted for hexafluoroacetone in this new oxetane synthesis.